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[2-adenin-9-yl-5-[[[[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphate → 8-(4-Amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid

HRID 2166507
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HRID 2166507 반응식
[N+:1]([C:4]1[CH:34]=[CH:33][C:7]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([S:29]([OH:32])(=[O:31])=[O:30])[CH:14]=[C:15]3[C:20]=2[C:19]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:18][C:17]([S:25]([OH:28])(=[O:27])=[O:26])=[CH:16]3)=[O:9])=[C:6]([S:35]([OH:38])(=[O:37])=[O:36])[CH:5]=1)([O-])=O.C1C(C(N)=O)=CN(C2OC(COP(OP(OCC3OC(N4C5N=CN=C(N)C=5N=C4)C(OP([O-])([O-])=O)C3O)([O-])=O)([O-])=O)C(O)C2O)C=C1.[Na+].[Na+].[Na+].[Na+]>O.[Pd]>[NH2:1][C:4]1[CH:34]=[CH:33][C:7]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([S:29]([OH:32])(=[O:30])=[O:31])[CH:14]=[C:15]3[C:20]=2[C:19]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:18][C:17]([S:25]([OH:28])(=[O:26])=[O:27])=[CH:16]3)=[O:9])=[C:6]([S:35]([OH:38])(=[O:37])=[O:36])[CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 12598259[2-adenin-9-yl-5-[[[[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphateHCID 131521208-(4-Nitro-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid

생성물 1

HCID 131521228-(4-Amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid수율 89.6%

시약·촉매·용매 2

HCID 23938
Palladium
촉매
HCID 962Water용매

실험 절차

A mixture of 42.4 g of 8-(4-nitro-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid, tetrasodium salt, and 1.5 g of 10% palladium-on-carbon in 150 ml of water was hydrogenated in a Parr shaker for one hour. The mixture was filtered through diatomaceous earth. The filtrate was concentrated to about 130 ml and poured with vigorous stirring into 500 ml of absolute ethanol. The resulting gum was collected by filtration through diatomaceous earth and then dissolved from the diatomaceous earth with water. The aqueous solution was concentrated to 15 ml and then diluted with 85 ml of ethanol giving a gum which was stirred with absolute ethanol giving a solid which was dried overnight in a pistol at 110° C. giving 36.15 g of 8-(4-amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid, tetrasodium salt.

후처리

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationThe filtrate was concentrated to about 130 ml
  3. additionpoured
  4. filtrationThe resulting gum was collected by filtration through diatomaceous earth
  5. dissolutiondissolved from the diatomaceous earth with water
  6. concentrationThe aqueous solution was concentrated to 15 ml
  7. additiondiluted with 85 ml of ethanol giving a gum which
  8. stirringwas stirred with absolute ethanol giving a solid which
  9. customwas dried overnight in a pistol at 110° C.

출처 및 근거

ORD 기록
ord-213c25c3a3dc4aa5ad34bfac8ec41d8b
출처 데이터셋
uspto-grants-1983_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04387059

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